Kaupo Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Kaupo vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Kahana Beach Vacation Club
8.4/10 Very Good! (744 reviews)
Mar 26 - Mar 30
4 night stay
Dallas (DAL) to Kahului (OGG)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,514, price is now $884 per person
$884
per person
found 13 hours ago
Highly recommended! Gorgeous ocean views, clean room, nice staff.
Reviewed on Sep 7, 2025
3.0-star property
Sands of Kahana
8.2/10 Very Good! (453 reviews)
Mar 26 - Mar 31
5 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop • Coach
Kahului (OGG) to Denver (DEN)
Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,478, price is now $935 per person
$935
per person
found 1 day ago
Sands of Kahana met all of the requirements or me.
Reviewed on Sep 26, 2024
3.0-star property
The Gardens at West Maui
8.4/10 Very Good! (512 reviews)
Mar 8 - Mar 13
5 night stay
Dallas (DAL) to Kahului (OGG)
Delta • Non-stop • Coach
Kahului (OGG) to Dallas (DAL)
Southwest Airlines • Non-stop • Coach
Price was $1,666, price is now $1,056 per person
$1,056
per person
found 1 day ago
The perfect location to be near Napili Bay and the Kapalua trail.
Reviewed on Jun 5, 2025
3.0-star property
Maui Banyan Vacation Club
South Kihei
8/10 Very Good! (351 reviews)
Mar 9 - Mar 13
4 night stay
Dallas (DAL) to Kahului (OGG)
Delta • Non-stop • Coach
Kahului (OGG) to Dallas (DAL)
Southwest Airlines • Non-stop • Coach
Price was $1,589, price is now $1,024 per person
$1,024
per person
found 1 day ago
Property was exceptionally clean and welcoming. People at the poolside were nice. Pool was never crowded. The room I had was managed by Soliel and was impeccably clean, including the exhaust fan cover in the bathroom. I have never seen that anywhere before in all my travels. The property was beautiful and having free parking was a great amenity.
Reviewed on Feb 12, 2023
Top rated hotels for your Kaupo vacation package
Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Free Cancellation
Reserve now, pay when you stay
11.96 mi from city center
$614 nightly
The price is $728 total per night
$728 total
Jan 31 - Feb 1, 2026
Total with taxes and fees
Guests of Hana-Maui Resort, a Destination by Hyatt Residence have access to a full-service spa, 2 outdoor pools, and a gym. If you drive, self parking is USD 15 per night, and there's also a free beach shuttle. The front desk is staffed 24/7 to help with luggage storage, securing valuables, and concierge services. Other amenities at this spa resort include a sauna, free WiFi in public areas, and conference space.
Pool
Spa
Exceptional Upcountry Villa with breathtaking views
Makawao HI
16.57 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, a sauna, and a hot tub. Additional amenities include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
12.17 mi from city center
$300 nightly
The price is $352 total per night
$352 total
Jan 24 - Jan 25, 2026
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Explore More Ways to Travel with Travelocity
- 3 Star Hotels in Upcountry Maui
- Farmstay in Upcountry Maui
- Cottages in Upcountry Maui
- Extended Stay Hotels in Upcountry Maui
- Guest Houses in Upcountry Maui
- Hostels in Upcountry Maui
- Boutique Hotels in Upcountry Maui
- Cheap Hotels in Upcountry Maui
- Kid Friendly Hotels in Upcountry Maui
- Hotels with Pool in Upcountry Maui
- Hotels with Bar in Upcountry Maui
- Hotels with Free Breakfast in Upcountry Maui
- Pet Friendly Hotels in Upcountry Maui
- Upcountry Maui Hotels
- Vacation Homes in Upcountry Maui
- Resorts in Upcountry Maui
- Villas in Upcountry Maui
- Hotels near Kalahaku Overlook
- Hotels near Haleakala Crater
- Hotels near Puʻuʻulaʻula
- Hotels near Bamboo Forest
- Hotels near Hana Lava Tubes
- Hotels near Koki Beach Park
- Hotels near Haleakalā Visitor Center
- B&B in Kipahulu
- Cottages in Kipahulu
- Kipahulu Hotels
- Vacation Homes in Kipahulu
- Hotels near Hamoa Beach
- Hotels near Waikamoi Preserve
- Hotels near Science City
- Hotels near Kipahulu Visitor Center
- Hana Forest Reserve Hotels
- Hotels near Charles Lindbergh's Grave
- Hotels near Hanawi Falls
- Hotels near Leleiwi Overlook
- 3 Star Hotels in Puuiki
- 4 Star Hotels in Puuiki
- 5 Star Hotels in Puuiki
- Cottages in Puuiki
- Guest Houses in Puuiki
- Hotels near The Skyline Trail
- Hotels near Haleakala National Park
- Hotels near Magnetic Peak
- Hotels near Hana Coast Gallery
- Apartments in Hana
- Cabin Rentals in Hana
- Condo Rentals in Hana
- Cottages in Hana
- Guest Houses in Hana
- Hana Hotels
- Vacation Homes in Hana
- Resorts in Hana
- Treehouses in Hana
- Condo Rentals in Haou
- Haou Hotels
- Flights from Upcountry Maui
- Flights from Newark to Upcountry Maui
- Flights to Maui
- Flights from Honolulu to Maui
- Flights from Seattle to Maui
- Flights to Hawaii
- Flights from Kipahulu
- Flights from Puuiki
- Flights from Honolulu to Hana
- Flights from Maui to Hana
- Flights from Kapalua to Hana
- Flights from Haou
- Haiku Vacations
- Mauiwine
- Wailea Emerald Golf Course
- Haleakala Bike Company
- Hanawi Natural Forest Reserve
- Maui Vacations
- Hana Lava Tubes
- Maui Garden Of Eden - Botanical Gardens & Arboretum
- Kula Vacations
- Keokea Vacations
- Wailea Vacations
- Koki Beach Park
- Kamaole Beach Park 3
- Hamoa Beach
- Hoʻomana Spa Maui
- Nanu'alele Point Beach
- Hana Bay Beach Park
- Kalaloa Point
- Maui Agricultural Research Center
- Kailua Vacations
- Aliʻi Kula Lavender
- Makawao Vacations
- Hanawi Falls
- Kihei Regional Park
- Makena State Park Beach
- Maluaka Beach
- Makena Vacations
- Kokomo Vacations
- Maui Nui Golf Club
- Hana Vacations
